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Men's Vacation Clothes & Outfits

Need a wardrobe overhaul? Manifest hot-weather days with our edit of men’s vacation outfits. From baggy shorts to breathable shirts and easy slip-on shoes, find the latest men’s vacation outfits from all your go-to brands. Scroll Pull&Bear for caps, sunnies and crossbody bags (accessory game: strong), or if you’re looking for the perfect summer shirt, it *really* doesn’t get more classic than the palm-tree patterns from ASOS DESIGN. Here for an everyday staple? Shop Jack & Jones’ selection of men’s vacation outfits, with tailored shorts and oversized T-shirts in black, white or beige, perfect for styling in colder temps, too (summer clothes, but make it transitional). For more men’s vacation outfit inspiration, check out our men’s sunglasses and accessories edits.

473 styles found

ASOS DESIGN muscle fit tank in black

ASOS DESIGN oversized camp collar shirt with snooker print in ecru

ASOS DESIGN relaxed knit v neck tank in brown twisted rib

ASOS DESIGN muscle fit vest in white

ASOS 4505 Icon 7 inch quick dry performance fleece sweatshirt fabric shorts in heather gray

South Beach black and white stripe textured knit shorts

ASOS DESIGN longer length jorts in dark wash blue

South Beach mono stripe textured knit set

ASOS DESIGN swim shorts in mid length in burgundy

ASOS DESIGN swim shorts in mid length in black

ASOS DESIGN swim shorts in short length in navy

COLLUSION shorter length swim shorts in black

adidas Originals Adilette 22 slides in dark gray

The North Face Base Camp III sliders in camo

Teva Universal Original sandals in black

Walk London Shore Weave Backstrap Sandals In Brown Leather

ASOS DESIGN chunky rectangle sunglasses with black lens in black

ASOS DESIGN faux leather cross body camera bag in black

ASOS DESIGN large faux leather cross body camera bag in black

The North Face Borealis sling bag in black

ASOS 4505 icon training sleeveless tank with quick dry in black

ASOS DESIGN slim roll sleeve denim shirt with button down collar in light blue wash

ASOS DESIGN muscle fit tank top in black velour

Topman rib tank in black

Topman swim shorts in gray

ASOS DESIGN seersucker stripe swim shorts in super short length in stone

ASOS DESIGN swim shorts in short length in black

ASOS DESIGN swim briefs in brown

Farah swim shorts in navy

South Beach swim shorts in navy

Tommy Hilfiger logo long drawstring swim short in navy

Aape By A Bathing Ape swim shorts with logo in black

ASOS DESIGN slide sandals in black with chunky sole

Lacoste Serve 3.0Xl Sliders In Black

Nike Calm Mule slides in volt green

Havianas classic flip flops in white

Dickies duck canvas cross body bag in sand

Jeepers Peepers rectangle metal sunglasses in gold

The North Face Jester crossbody bag in black

ASOS DESIGN faux leather woven cross-body bag in black

ASOS DESIGN oversized knitted v neck tank in cable knit in cream with tan tipping

ASOS DESIGN 2 pack tank tops in khaki and gray heather

ASOS DESIGN seersucker textured smart shirt in green stripe

ASOS DESIGN vest in black

French Connection jersey shorts in black

Brave Soul jersey shorts in light gray

COLLUSION jersey shorts in black

ONLY & SONS pull on printed shorts in navy - part of a set

River Island cargo shorts in khaki

ONLY & SONS printed shirt & short set in navy

South Beach swim shorts in black

Topman premium heavyweight oversized jersey short in light brown

Bershka clogs with buckle in sand

ASOS DESIGN faux leather cross body bag with contrast stitch in black

Jeepers Peepers chunky square sunglasses in black

Jeepers Peepers rectangle metal sunglasses in silver

Jeepers Peepers racer sunglasses in black

ASOS DESIGN knit button up sleeveless cardigan in green plated rib knit

ASOS 4505 icon training sleeveless tank top with quick dry in black

ASOS DESIGN linen blend overshirt in stone

ASOS DESIGN oversized tank in heavyweight 220gsm washed blue with celestial chest print

Farah swim shorts in green

Fred Perry classic swim shorts in black

Farah colbert swim shorts in black

The Couture Club script print swim shorts in brown

ASOS DESIGN 6mm glass faux pearl beaded bracelet in white

ASOS DESIGN waterproof stainless steel chain bracelet in silver tone

ASOS DESIGN muscle fit tank top in black mesh

ASOS DESIGN relaxed revere shirt with retro floral print in orange

ASOS DESIGN sheer shirt with floral embroidery in white

ASOS DESIGN tank top in black velour

ASOS 4505 Seamless ribbed muscle fit training tank in black

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